Yellow sulfur dye and process of making same.



UNITED STATES Patented September 1, 1903.

PATENT OFFIcE.

RICHARD GLEY, OF BERLIN, GERMANY, ASSIGNOR TO ACTIEN GESELL- SOHAFT FURANILIN FABRIKATION, OF BERLIN, GERMANY.

YELLOW SULFUR DYE AND PROCESS OF MAKING SAME.

SPECIFICATION forming part of Letters Patent No. 738,027, datedSeptember 1, 1903.

Application filed April 20,1903. Serial No. 153,351. (No specimens.)

T0 aZZ whom it may concern.-

Be it known that I, RICHARD GLEY, of Berlin, in the Kingdom of Prussia,German Empire, have invented new and useful Improvements in YellowSulfur Dyes and Processes of Making Same; and I do hereby declare thatthe following is a full, clear, and exact description thereof, whichwill enable others skilled in the art to which it appertains to make anduse the same.

My invention relates to the manufacture of new yellow sulfurcoloring-matters which are obtained by melting a nitrodiacetylamidocompound of the benzene series with sulfur at higher temperatures in asuitable manner with addition of heavy volatile aromatic amins, whichalone by melting with sulfur cannot be transformed into sulfur dyes. Thesubstances thus prepared may after being well pulverized be directlyemployed in industry. They dye cotton very clear yellow shades ofremarkable fastness to washing and light.

The above-mentioned nitrodiacetyl compounds of the benzene series whichhave been employed by me are, for instance,nitrodiacetyl-para-phenylenediamin, (Biedermann, Berichte der DeuzfschenOhemischen GeseZZ- schaft VII, 1533,)nitrodiacetyl-meta-phenylenediamin, (Barbaglia, Bert'chte VII, 1258,)nitrodiacetyl meta toluylenediamin, (Tiemann, Bem'chte III, 9,) andnitrodiacetyl-orthophenylenediamin, (Ladenburg, Berichte XVII, 150.)

I give the following example to explain the manner of carrying myinvention into prac tical efiect without confining myself to theproportions given therein: mix five parts of sulfur with one part of theabove-mentioned nitrodiacetyl-para-phenylenediamin and one part ofbenzidin and heat this mixture, while stirring, to 230 to 240cent-igrade. Keep this temperature till the development of sulfurousacid and of sulfureted hydrogen has ceased, which ordinarily lasts threeto four hours. The crude melt after being cooled is most finelypulverized and forms then a yellow-brown powder, which is soluble in ahot solution of sodium sulfid and also in hot caustic-soda lye. Thesesolutions dye cotton clear yellow shades of great fastness, which is yetincreased by a subsequent treatment with copper and chrome salts. Thecoloringmatter is soluble in sulfuric acid with a brown color.

In the foregoing example the nitrodiacetylpara-phenylenediamin may bereplaced by the above-said substances and the benzidin byalpha-naphthylamin or analogous highboiling aromatic amins, which arenot capable of yielding sulfur dyes if melted alone with sulfur.

Having now described my invention and in what manner it is to beperformed, what I claim is- 1. The process of producing yellow sulfurdyestuffs by melting nitrodiacetylamido compounds of the benzene serieswith sulfur and heavy volatile aromatic amins, which are not capable ofyielding sulfur dyestuffs if melted alone with sulfur, substantially asdescribed.

2. As new products the yellow sulfur dyestuffs, obtained as described,which form yellow-brown powders, soluble in concentrated sulfuric acidwith brown color, also in a hot solution of sodium sulfid with yellowcolor and which dye yellow shades on cotton in this solution.

In Witness whereof I have hereunto signed my name this 6th day of April,1903, in the presence of two subscribing witnesses.

RICHARD GLEY.

Witnesses:

WOLDEMAR HAUPT, HENRY HASPER.

